反応 #1161392

反応方程式

sodium chloride

2-mercapto-1-methylimidazole

sodium hydride

2,5-difluoronitrobenzene

→

product

収率 28.0%

2-[(4-Fluoro-2-nitrophenyl)thio]-1-methyl-1H-imidazole

収率 28.0%

溶媒

water

acetic acid

N,N-dimethylformamide

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture stirred at room temperature for 16 hours
2. 2
   workup.WAITAfter standing for 1 hour
3. 3
   ろ過the solid was collected by filtration
4. 4
   洗浄washed with water
5. 5
   その他dried
6. 6
   その他The crude product was purified by chromatography on silica gel
7. 7
   workup.ADDITIONThe fractions containing the product
8. 8
   濃縮concentrated

実験手順

To a mixture of 0.6 g of 60% sodium hydride in mineral oil in 25 ml of N,N-dimethylformamide was added 1.1 g (10 mmoles) of 2-mercapto-1-methylimidazole. After stirring for 30 minutes, 1.6 g (10 mmoles) of 2,5-difluoronitrobenzene was added and the mixture stirred at room temperature for 16 hours. After adding 0.5 ml of acetic acid, the mixture was poured into a mixture of ice, water and sodium chloride. After standing for 1 hour the solid was collected by filtration, washed with water and dried. The crude product was purified by chromatography on silica gel using ethyl acetate as the eluent. The fractions containing the product were combined and concentrated to give 0.7 g (28%) of the product as yellow prisms, mp 123°-126° C.

出典